Steroid sulfotransferases

Endocrine Reviews

Volumn 17, Issue 6, 1996, Pages 670-697

  Strott, Charles A ^a  

^a NATIONAL INSTITUTES OF HEALTH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

STEROID HORMONE; SULFOTRANSFERASE;

ARTICLE; ENZYME ASSAY; ENZYME CHEMISTRY; ENZYME LOCALIZATION; ENZYME REGULATION; EVOLUTION; GENE STRUCTURE; HORMONAL REGULATION; HUMAN; MOLECULAR CLONING; NONHUMAN; PRIORITY JOURNAL; STEROID METABOLISM; STRUCTURE ACTIVITY RELATION; TISSUE DISTRIBUTION; TRANSCRIPTION REGULATION; URINARY EXCRETION;

EID: 0030446327     PISSN: 0163769X     EISSN: None     Source Type: Journal    
DOI: 10.1210/edrv-17-6-670     Document Type: Article

References (229)

1. Bradlow HL 1970 The hydrolysis of steroid conjugates. In: Bernstein S, Solomon S (eds) Chemical and Biological Aspects of Steroid Conjugation. Springer-Verlag, New York, pp 131-181
2. Siiteri PK 1970 The isolation of steroid conjugates. In: Bernstein S, Solomon S (eds) Chemical and Biological Aspects of Steroid Conjugation. Springer-Verlag, New York, pp 182-218
3. De Meio RH, Lewycka C 1955 In vitro synthesis of dehydroepiandrosterone sulfate. Endocrinology 56:489-490
4. Schneider JJ, Lewbart ML 1956 Enzymatic synthesis of steroid sulfates. J Biol Chem 222:787-794
5. Roy AB 1956 The enzymatic synthesis of steroid sulphates. Biochem J 63:294-300
6. Nose Y, Lipmann F 1958 Separation of steroid sulfokinases. J Biol Chem 233:1348-1351
7. Roy AB 1970 Enzymological aspects of steroid conjugation. In: Bernstein S, Solomon S (eds) Chemical and Biological Aspects of Steroid Conjugation. Springer-Verlag, New York, pp 74-130
8. Roy AB 1981 Sulfotransferases In: Mulder GJ (ed) Sulfation of Drugs and Related Compounds. CRC Press, Boca Raton, FL, pp 83-130
9. Mulder GJ, Jakoby WB 1990 Sulfation. In: Mulder GJ (ed) Conjugation Reactions in Drug Metabolism. Taylor & Francis, New York, pp 107-161
10. Huxtable RJ 1986 Biochemistry of Sulfur. Plenum Press, New York, pp 293-358
11. Roy AK 1992 Regulation of steroid hormone action in target cells by specific hormone-inactivating enzymes. Proc Soc Exp Biol Med 199:265-272
12. Hobkirk R 1993 Steroid sulfation. Trends Endocrinol Metab 4:69-74
13. Matsui M, Homma H 1994 Biochemistry and molecular biology of drug-metabolizing sulfotransferase. Int J Biochem 26:1237-1247
14. Weinshilboum R, Otterness D 1994 Sulfotransferase enzymes. In: Kauffman FC (ed) Conjugation-Deconjugation Reactions in Drug Metabolism and Toxicity. Handbook of Experimental Pharmacology. Springer-Verlag, New York, vol 112:45-78
15. Kawano J, Kotani T, Ohtaki S, Minamino N, Matsuo H, Oinuma T, Aikawa N 1989 Characterization of rat and human steroid sulfatases. Biochim Biophys Acta 997:199-205
16. Webb EC (ed) 1992 Enzyme Nomenclature. Academic Press, New York, pp 299-303
17. Solomon S, Bhavnani BR 1970 The isolation and metabolism of conjugates of neutral steroids from natural sources. In: Bernstein S, Solomon S (eds) Chemical and Biological Aspects of Steroid Conjugation. Springer-Verlag, New York, pp 321-367
18. Gregory JD, Robbins PW 1960 Metabolism of sulfur compounds (sulfate metabolism). Annu Rev Biochem 29:347-364
19. Robbins P, Lipmann F 1956 Identification of the enzymatically active sulfate as adenosine-3′-phosphate-5′-phosphosulfate. J Am Chem Soc 78:2652-2657
20. Farooqui AA 1980 3′-Phosphoadenosine 5′-phosphosulfate metabolism in mammalian tissues. Int J Biochem 12:529-536
21. Krijgsheld KR, Mulder GJ 1982 The availability of inorganic sulfate as a rate-limiting factor in the sulfation of xenobiotics in mammals in vivo In: Mulder GJ, Caldwell GMJ, Van Kempen, Vonk RJ (eds) Sulfate Metabolism and Sulfate Conjugation. Taylor & Francis, New York, pp 59-66
22. Kim HJ, Rozman P, Madhu C, Klaassen CD 1992 Homeostasis of sulfate and 3′-phosphoadenosine 5′-phosphosulfate in rats after acetaminophen administration. J Pharmacol Exp Ther 261:1015-1021
23. Gregus Z, Kim HJ, Madhu C, Liu Y, Rozman P, Klaassen CD 1994 Sulfation of acetaminophen and acetaminophen-induced alterations in sulfate and 3′-phosphoadenosine 5′-phosphosulfate homeostasis in rats with deficient dietary intake of sulfur. Drug Metab Dispos 22:725-730
24. De Meio RH 1975 Sulfate activation and transfer. In: Greenberg DM (ed) Metabolic Pathways, ed 3. Academic Press, New York, pp 239-285
25. Conrad GW, Woo M-L 1980 Synthesis of 3′-phosphoadenosine-5′-phosphosulfate (PAPS) increases during corneal development. J Biol Chem 255:3086-3091
26. Sweeny DJ, Reinke LA 1988 Sulfation of acetaminophen in isolated rat hepatocytes. Relationship of sulfate ion concentration and intracellular levels of 3′-phosphoadenosine-5′-phosphosulfate. Drug Metab Dispos 16:712-715
27. Schiff JA, Saidha T 1987 Overview: inorganic sulfur and sulfate activation. Methods Enzymol 143:329-334
28. Bandurski RS, Wilson LG, Squires CL 1956 The mechanism of "active sulfate" formation. J Am Chem Soc 78:6408-6409
29. Robbins PW, Lipmann F 1956 The enzymatic sequence in the biosynthesis of active sulfate. J Am Chem Soc 78:6409-6410
30. Robbins PW, Lipmann F 1958 Separation of the two enzymatic phases in active sulfate synthesis. J Biol Chem 233:681-685
31. Leyh TS 1993 The physical biochemistry and molecular genetics of sulfate activation. Crit Rev Biochem Mol Biol 28:515-542
32. Segel IH, Renosto F, Seubert PA 1987 Sulfate-activating enzymes. Methods Enzymol 143:334-350
33. Leyh TS, Taylor JC, Markham GD 1988 The sulfate activation locus of Escherichia coli K12: cloning, genetic, and enzymatic characterization. J Biol Chem 263:2409-2416
34. Leyh TS, Vogt TF, Suo Y 1992 The DNA sequence of the sulfate activation locus from Escherichia coli K-12. J Biol Chem 267:10405-10410
35. Foster BA, Thomas SM, Mahr JA, Renosto F, Patel HC, Segel IH 1994 Cloning and sequencing of ATP sulfurylase from Penicillium chrysogenum. J Biol Chem 269:19777-19786
36. Borges-Walmsley MI, Turner G, Bailey AM, Brown J, Lehmbeck J, Clausen IG 1995 Isolation and characterization of genes for sulfate activation and reduction in Aspergillus nidulans: implications for evolution of an allosteric control region by gene duplication. Mol Gen Genet 247:423-429
37. Cherest H, Kerjan P, Surdin-Kerjan Y 1987 The Saccharomyces cerevisiae MET3 gene: nucleotide sequence and relationship of the 5′ non-coding region to that of MET25. Mol Gen Genet 210:307-313
38. Korch C, Mountain HA, Bystrom AS 1991 Cloning, nucleotide sequence and regulation of MET14, the gene encoding the APS kinase of Saccharomyces cerevisiae. Mol Gen Genet 229:96-108
39. Arz HE, Gisselmann G, Schiffman S, Schwenn JD 1994 A cDNA for adenylyl sulfate (APS)-kinase from Arabidopsis thaliana. Biochim Biophys Acta 1218:447-452
40. Jain A, Leustek T 1994 A cDNA clone for 5′-adenylylphosphosulfate kinase from Arabidopsis thaliana. Plant Physiol 105:771-772
41. Leustek T, Murillo M, Cervantes M 1994 Cloning of a cDNA encoding ATP sulfurylase from Arabidopsis thaliana by functional expression in Saccharomyces cerevisiae. Plant Physiol 105:897-902
42. Geller DH, Henry JG, Belch J, Schwartz NB 1987 Co-purification and characterization of ATP-sulfurylase and adenosine-5′-phosphosulfate kinase from rat chondrosarcoma. J Biol Chem 262:7374-7382
43. Lyle S, Stanczak J, Ng K, Schwartz NB 1994 Rat chondrosarcoma ATP sulfurylase and adenosine 5′-phosphosulfate kinase reside on a single bifunctional protein. Biochemistry 33:5920-5925
44. Rosenthal E, Leustek T 1995 A multifunctional Urechis caupo protein, PAPS synthetase, has both ATP sulfurylase and APS kinase activities. Gene 165:243-248
45. Li H, Deyrup A, Mensch JR, Domowicz M, Konstantinidis AK, Schwartz NB 1995 The isolation and characterization of cDNA encoding the mouse bifunctional ATP sulfurylase-adenosine 5′-phosphosulfate kinase. J Biol Chem 270:29453-29459
46. Saraste M, Sibbald PR, Wittinghofer A 1990 The P-loop: a common motif in ATP- and GTP-binding proteins. Trends Biochem Sci 15:430-434
47. Lyle S, Ozeran JD, Stanczak J, Westley J, Schwartz NB 1994 Intermediate channeling between ATP sulfurylase and adenosine 5′-phosphosulfate kinase from rat chondrosarcoma. Biochemistry 33:6822-6827
48. Mulder GJ 1981 Sulfate activation. In: Mulder GJ (ed) Sulfation of Drugs and Related Compounds. CRC Press, Boca Raton, FL, pp 70-73
49. Roy AB, Trudinger PA 1970 The Biochemistry of Inorganic Compounds of Sulphur. Cambridge University Press, London, pp 103-106
50. Farooqui AA, Balasubramanian AS 1970 Enzymatic dephosphorylation of 3′-phosphoadenosine 5′-phosphosulfate to adenosine 5′-phosphosulfate in sheep brain. Biochim Biophys Acta 198:56-65
51. Denner WHB, Stokes AM, Rose F, Dodgson KS 1973 Separation and properties of the soluble 3′-phosphoadenosine 5′-phosphosulfate degrading enzymes of bovine liver. Biochim Biophys Acta 315:394-401
52. Murguía JR, Bellés JM, Serrano R 1995 A salt-sensitive 3′(2′),5′-bisphosphate nucleotidase involved in sulfate activation. Science 267:232-234
53. Lewis MHR, Spencer B 1962 The enzymatic degradation of nucleotide sulphatophosphate anhydrides. Biochem J 85:18P
54. Austin J, Armstrong D, Stumpf D, Luttenegger T, Dragoo M 1969 Subcellular distribution of two enzyme systems which degrade 3′-phosphoadenosine 5′-phosphosulfate ("active sulphate"). Biochim Biophys Acta 192:29-36
55. Fry JM, Koritz SB 1972 The intracellular localization in the rat adrenal of enzymes which degrade 3′-phosphoadenosine 5′-phosphosulfate. Proc Soc Exp Biol Med 140:1275-1278
56. Bailey-Wood R, Dodgson KS, Rose FA 1970 Purification and properties of two adenosine-5′ phosphosulfate-sulphohydrolases from rat liver and their possible role in the degradation of 3′-phosphoadenosine 5′-phosphosulfate. Biochim Biophys Acta 220:284-299
57. Armstrong D, Austin J, Luttenegger T, Bachhawat B, Stumpf D 1970 Properties and sub-cellular distribution of two sulfatases which degrade adenosine 5′-phosphosulfate. Biochim Biophys Acta 198:523-537
58. Stokes AM, Denner WHB, Dodgson KS 1973 Purification of a soluble adenosine 5′-phosphosulfate sulphohydrolase from bovine liver. Biochim Biophys Acta 302:64-72
59. Dills RL, Klaassen CD 1986 The effect of inhibitors of mitochondrial energy production on hepatic glutathione, UDP-glucuronic acid, and adenosine 3′-phosphate-5′-phosphosulfate concentrations. Drug Metab Dispos 14:190-196
60. Sendelbach LE, White CA, Howell S, Gregus Z, Klaassen CD 1990 Effect of sulfhydryl-deficient diets on hepatic metallothionein, glutathione, and adenosine 3′-phosphate 5′-phosphosulfate (PAPS) levels in rats. Toxicol Appl Pharmacol 102:259-267
61. Hyo JK, Rozman P, Madhu C, Klaassen CD 1992 Homeostasis of sulfate and 3′-phosphoadenosine 5′-phosphosulfate in rats after acetaminophen administration. J Pharmacol Exp Ther 261:1015-1021
62. Oguro T, Gregus Z, Madhu C, Liu L, Klaasssen CD 1994 Molybdate depletes hepatic 3-phosphoadenosine 5-phosphosulfate and impairs the sulfation of acetaminophen in rats. J Pharmacol Exp Ther 270:1145-1151
63. Gregus Z, Kim HJ, Madhu C, Liu Y, Rozman P, Klaassen CD 1994 Sulfation of acetaminophen-induced alterations in sulfate and 3′-phosphoadenosine 5′-phosphosulfate homeostasis in rats with deficient dietary intake of sulfur. Drug Metab Dispos 22:725-730
64. Brzeznicka EA, Hazelton GA, Klaassen CD 1987 Comparison of adenosine 3′-phosphate 5′-phosphosulfate concentrations in tissues from different laboratory animals. Drug Metab Dispos 15: 133-135
65. Cappiello M, Franchi M, Giuliani L, Pacifici GM 1989 Distribution of 2-naphthol sulphotransferase and its endogenous substrate adenosine 3′-phosphate 5′-phosphosulfate in human tissues. Eur J Clin Pharmacol 37:317-320
66. Cappiello M, Franchi M, Rane A, Pacifici GM 1990 Sulphotransferase and its substrate: adenosine-3′-phosphate-5′-phosphosulfate in human fetal liver and placenta. Dev Pharmacol Ther 14: 62-65
67. Adams JB, Poulos A 1967 Enzymatic synthesis of steroid sulphates. III. Isolation and properties of estrogen sulphotransferase of bovine adrenal glands. Biochim Biophys Acta 146:493-508
68. Adams JB, Low J 1974 Enzymatic synthesis of steroid sulphates. X. Isolation of oestrogen sulphotransferase from bovine placenta and comparison of its properties with adrenal oestrogen sulphotransferase. Biochim Biophys Acta 370:189-196
69. Tomizuka T, Oeda T, Tamura Y, Yoshida S, Strott CA 1994 Characterization of guinea pig estrogen sulfotransferase expressed by Chinese hamster ovary cell-K1 stable transfectants. Endocrinology 135:938-943
70. Rozhin J, Soderstrom RL, Brooks SC 1974 Specificity studies on bovine adrenal estrogen sulfotransferase. J Biol Chem 249:1079-1087
71. Song W-C, Moore R, McLachlan JA, Negishi M 1995 Molecular characterization of a testis-specific estrogen sulfotransferase and aberrant liver expression in obese and diabetogenic C57BL/KsJ-db/db mice. Endocrinology 136:2477-2484
72. Freeman DJ, Saidi F, Hobkirk R 1983 Estrogen sulfotransferase activity in guinea pig uterus and chorion. J Steroid Biochem 18: 23-27
73. Brooks SC, Battelli MG, Corombos JD 1987 Endocrine steroid sulfotransferases: porcine endometrial estrogen sulfotransferase. J Steroid Biochem 26:285-290
74. Hobkirk R, Cardy CA, Saidi F, Kennedy TG, Girard LR 1983 Development and characteristics of an oestrogen sulfotransferase in placenta and uterus of the pregnant mouse. Biochem J 216:451-457
75. Hobkirk R, Girard LR, Durham NJ, Khalil MW 1985 Behavior of mouse placental and uterine estrogen sulfotransferase during chromatography and other procedures. Biochim Biophys Acta 828:123-129
76. Adams JB, Ellyard RK, Joyce L 1974 Enzymatic synthesis of steroid sulphates. IX. Physical and chemical properties of purified oestrogen sulphotransferase from bovine adrenal glands, the nature of its isoenzyme forms and a proposed model to explain its wave-like kinetics. Biochim Biophys Acta 370:160-188
77. Lee YC, Driscoll WJ, Strott CA 1990 Charge isoforms of the adrenocortical pregnenolone-binding protein: influence of phosphorylation on isoformation and binding activity. Proc Natl Acad Sci USA 87:2003-2007
78. Moore SS, Thompson EOP, Nash AR 1988 Oestrogen sulfotransferase: isolation of a high specific activity species from bovine placenta. Aust J Biol Sci 41:333-341
79. Hondoh T, Suzuki T, Hirato K, Saitoh H, Kadofuku T, Sato T, Yanaihara T 1993 Purification and properties of estrogen sulfotransferase of human fetal liver. Biomed Res 14:129-136
80. Lee YC, Komatsu K, Driscoll WJ, Strott CA 1995 Structural and functional characterization of estrogen sulfotransferase isoforms: distinct catalytic and high affinity binding activities. Mol Endocrinol 8:1627-1635
81. Adams JB 1967 Enzymatic synthesis of steroid sulphates. V. On the binding of estrogens to estrogen sulphotransferase. Biochim Biophys Acta 146:522-528
82. Lee YC, Park C-S, Komatsu K, Kwack J, Strott CA 1995 Adrenocortical pregnenolone binding activity resides with estrogen sulfotransferase. Endocrinology 136:361-364
83. Nash AR, Glenn WK, Moore SS, Kerr J, Thompson AR, Thompson EOP 1988 Oestrogen sulfotransferase: molecular cloning and sequencing of cDNA for the bovine placental enzyme. Aust J Biol Sci 41:507-516
84. Demyan WF, Song CS, Kim DS, Her S, Gallwitz W, Rao TR, Slomczynska M, Chatterjee B, Roy AK 1992 Estrogen sulfotransferase of the rat liver: complementary DNA cloning and age- and sex-specific regulation of messenger RNA. Mol Endocrinol 6:589-597
85. Oeda T, Lee YC, Driscoll WJ, Chen H-C, Strott CA 1992 Molecular cloning and expression of a full-length complementary DNA encoding the guinea pig adrenocortical estrogen sulfotransferase. Mol Endocrinol 6:1216-1226
86. Askoy IA, Wood TC, Weinshilboum R 1994 Human liver estrogen sulfotransferase: identification by cDNA cloning and expression. Biochem Biophys Res Commun 200:1621-1629
87. Falany CN, Krasnykh V, Falany JL 1995 Bacterial expression and characterization of a cDNA for human liver estrogen sulfotransferase. J Steroid Biochem Mol Biol 52:529-539
88. Bernier F, Solache IL, Labrie F, Luu-The V 1994 Cloning and expression of cDNA encoding human placental estrogen sulfotransferase. Mol Cell Endocrinol 99:R11-R15
89. Zhu X, Veronese ME, Sansom LN, McManus ME 1993 Molecular characterization of a human aryl sulfotransferase cDNA. Biochem Biophys Res Commun 192:671-676
90. Wood TC, Aksoy IA, Aksoy S, Weinshilboum RM 1994 Human liver thermolabile phenol sulfotransferase: cDNA cloning, expression and characterization. Biochem Biophys Res Commun 198: 1119-1127
91. Falany JL, Krasnykh V, Mikheeva G, Falany CN 1995 Isolation and expression of an isoform of rat estrogen sulfotransferase. J Steroid Biochem Mol Biol 52:35-54
92. Chiba H, Komatsu K, Lee YC, Tomizuka T, Strott CA 1995 The 3′-terminal exon of the family of steroid and phenol sulfotransferase genes is spliced at the N-terminal glycine of the universally conserved GXXGXXK motif that forms the sulfonate donor binding site. Proc Natl Acad Sci USA 92:8176-8179
93. Her C, Aksoy IA, Kimura S, Brandriff BF, Wasmuth JJ, Weinshilboum RM 1995 Human estrogen sulfotransferase gene (STE): cloning, structure, and chromosomal localization. Genomics 29: 16-23
94. Komatsu K, Oeda T, Strott CA 1993 Cloning and sequence analysis of the 5′ flanking region of the estrogen sulfotransferase gene: steroid response elements and cell-specific nuclear DNA-binding proteins. Biochem Biophys Res Commun 194:1297-1304
95. Rice DA, Mouw AR, Bogerd AM, Parker KL 1991 A shared promoter element regulates the expression of three steroidogenic enzymes. Mol Endocrinol 5:1552-1561
96. Luo X, Ikeda Y, Parker KL 1994 A cell-specific nuclear receptor is essential for adrenal and gonadal development and sexual differentiation. Cell 77:481-490
97. Mitchell PJ, Tjian R 1989 Transcriptional regulation in mammalian cells by sequence-specific DNA binding proteins. Science 245:371-378
98. Hashimoto Y, Orellana A, Gil G, Hirshberg CB 1992 Molecular cloning and expression of rat liver N-heparan sulfate sulfotransferase. J Biol Chem 267:15744-15750
99. Ogura K, Kajita J, Narihata H, Watabe T, Ozawa S, Nagata K, Yamazoe Y, Kato R 1989 Cloning and sequence analysis of a rat liver cDNA encoding hydroxysteroid sulfotransferase. Biochem Biophys Res Commun 165:168-174
100. Ogura K, Kajita J, Narihata H, Watabe T, Ozawa S, Nagata K, Yamazoe Y, Kato R 1990 cDNA cloning of the hydroxysteroid sulfotransferase STa sharing a strong homology in amino acid sequence with the senescence marker protein SMP-2 in rat livers. Biochem Biophys Res Commun 166:1494-1500
101. a) of sulfotransferase from human liver. Biochem Biophys Res Commun 187:448-454
102. Otterness DM, Wieben ED, Wood TC, Watson WG, Madden BJ, McCormick DJ, Weinshilboum RM 1992 Human liver dehydroepiandrosterone sulfotransferase: molecular cloning and expression of cDNA. Mol Pharmacol 41:865-872
103. Comer KA, Falany JL, Falany CN 1993 Cloning and expression of human dehydroepiandrosterone sulphotransferase. Biochem J 289: 233-240
104. a1) of sulfotransferase from mouse liver. Pharmacol Res 10:627-630
105. Lee YC, Park C-S, Strott CA 1994 Molecular cloning of a chiral-specific 3α-hydroxysteroid sulfotransferase. J Biol Chem 269: 15838-15845
106. Luu NX, Driscoll WJ, Martin BM, Strott CA 1995 Molecular cloning and expression of a guinea pig 3-hydroxysteroid sulfotransferase distinct from chiral-specific 3α-hydroxysteroid sulfotransferase. Biochem Biophys Res Commun 217:1078-1086
107. Ozawa S, Nagata K, Gong D, Yamazoe Y, Kato R 1990 Nucleotide sequence of a full-length cDNA (PST-1) for aryl sulfotransferase from rat liver. Nucleic Acids Res 18:4001
108. Sakakibari Y, Takami Y, Zweib C, Nakayama T, Suiko M, Nakajima H, Liu M-C 1995 Purification, characterization, and molecular cloning of a novel rat liver dopa/tyrosine sulfotransferase. J Biol Chem 270:30470-30478
109. p1) from mouse liver. Biochim Biophys Acta 1171:315-318
110. Wilborn TW, Comer KA, Dooley TP, Reardon IM, Heinrikson RL, Falany CN 1993 Sequence analysis and expression of the cDNA for the phenol-sulfating form of human liver phenol sulfotransferase. Mol Pharmacol 43:70-77
111. Zhu X, Veronese ME, Bernard CCA, Sansom LN, McManus ME 1993 Identification of two human brain aryl sulfotransferase cDNAs. Biochem Biophys Res Commun 195:120-127
112. Hwang S-R, Kohn AB, Hook VYH 1995 Molecular cloning of an isoform of phenol sulfotransferase from human brain hippocampus. Biochem Biophys Res Commun 207:701-707
113. Komatsu K, Driscoll WJ, Koh YC, Strott CA 1994 A P-loop related motif (GxxGxxK) highly conserved in sulfotransferases is required for binding the activated sulfate donor. Biochem Biophys Res Commun 204:1178-1185
114. Marsolais F, Varin L 1995 Identification of amino acid residues critical for catalysis and cosubstrate binding in the flavonol 3-sulfotransferase. J Biol Chem 270:30458-30463
115. Driscoll WJ, Komatsu K, Strott CA 1995 Proposed active site domain in estrogen sulfotransferase as determined by mutational analysis. Proc Natl Acad Sci USA 92:12328-12332
116. Hobkirk R 1985 Steroid sulfotransferases and steroid sulfatases: characteristics and biological roles. Can J Biochem Cell Biol 63: 1127-1144
117. Hobkirk R, Glasier MA 1992 Estrogen sulfotransferase distribution in tissues of mouse and guinea pig: steroidal inhibition of the guinea pig enzyme. Biochem Cell Biol 70:712-715
118. Pack BA, Booth TE, Brooks SC 1979 The cyclic relationship of estrogen sulfurylation to the nuclear receptor level in human endometrial curettings. J Clin Endocrinol Metab 48:420-424
119. Buirchell BJ, Hähnel R 1975 Metabolism of estradiol-17β in human endometrium during the menstrual cycle. J Steroid Biochem 6:1489-1494
120. Pack BA, Brooks SC Cyclic activity of estrogen sulfotransferase in the gilt uterus. Endocrinology 95:1680-1690
121. Hobkirk R, Cardy CA, Saidi F, Kennedy TG 1983 Development and characteristics of an oestrogen sulphotransferase in placenta and uterus of the pregnant mouse. Biochem J 216:451-457
122. Bartlett NR, Hobkirk R 1991 Estrogen sulfotransferase and 17β-hydroxysteroid dehydrogenase activities in guinea pig chorion through gestation. J Steroid Biochem Mol Biol 38:241-247
123. Mancini MA, Song CS, RaoTR, Chatterjee B, Roy AK 1992 Spatiotemporal expression of estrogen sulfotransferase within the hepatic lobule of male rats: implication of in situ estrogen inactivation in androgen action. Endocrinology 131:1541-1546
124. Hobkirk R, Glasier MA, Brown LY 1990 Purification and some characteristics of an oestrogen sulphotransferase from guinea pig adrenal gland and its non-identity with adrenal pregnenolone sulphotransferase. Biochem J 268:759-764
125. Whitnall MH, Driscoll WJ, Lee YC, Strott CA 1993 Estrogen and hydroxysteroid sulfotransferases in guinea pig adrenal cortex: cellular and subcellular distributions. Endocrinology 133:2284-2291
126. Wengle B 1966 Distribution of some steroid sulphokinases in foetal human tissues. Acta Endocrinol (Copenh) 52:607-618
127. Davidson IA, Scott JE, Longstaff A, Abramovich DR 1983 Oestrogen conjugation in mid trimester human fetal brain: a possible role in its sexual differentiation. J Steroid Biochem 18:525-529
128. Anderson E, Howell A 1995 Oestrogen sulphotransferases in malignant and normal human breast tissue. Endocr-Rel Canc 2:227-233
129. Ozawa S, Nagata K, Gong D-W, Yamazoe Y, Kato R 1993 Expression and functional characterization of a rat sulfotransferase (ST1A1) cDNA for sulfations of phenolic substrates in COS-1 cells. Jpn J Pharmacol 61:153-156
130. Jones AL, Hume R, Bamforth KJ, Coughtrie MWH 1992 Estrogen and phenol sulfotransferase activities in human lung. Early Hum Dev 28:65-77
131. Lyon ES, Jakoby WB 1980 The identity of alcohol sulfotransferases with hydroxysteroid sulfotransferases. Arch Biochem Biophys 202: 474-481
132. Marcus CJ, Sekura RD, Jakoby WB 1980 A hydroxysteroid sulfotransferase from rat liver. Anal Biochem 107:296-304
133. Falany CN, Vazquez ME, Kalb JM 1989 Purification and characterization of human dehydroepiandrosterone sulphotransferase. Biochem J 260:641-646
134. Sharp S, Barker EV, Coughtrie MWH, Lowenstein PR, Hume R 1993 Immunochemical characterisation of a dehydroepiandrosterone sulfotransferase in rats and humans. Eur J Biochem 211: 539-548
135. Singer SS 1985 Preparation and characterization of different kinds of sulfotransferases In: Zakim D, Vessey DA (eds) Methodological Aspects of Drug Metabolizing Enzymes. Biochemical Pharmacology and Toxicology. Wiley, New York, vol 1:95-159
136. Barnes S, Buchina ES, King RJ, McBurnett T, Taylor KB 1989 Bile acid sulfotransferase I from rat liver sulfates bile acids and 3-hydroxy steroids: purification, N-terminal amino acid sequence, and kinetic properties. J Lipid Res 30:529-540
137. Radominska A, Comer KA, Zimniak P, Falany J, Iscan M, Falany CN 1990 Human liver steroid sulphotransferase sulphates bile acids. Biochem J 272:597-604
138. Driscoll WJ, Martin BM, Chen H-C, Strott CA 1993 Isolation of two distinct 3-hydroxysteroid sulfotransferases from the guinea pig adrenal. J Biol Chem 268:23496-23503
139. Walle T, Walle UK 1990 Stereoselective sulphate conjugation of racemic terbutaline by human liver cytosol. Br J Clin Pharmacol 30:127-133
140. Walle T, Walle UK 1991 Stereoselective sulfate conjugation of racemic 4-hydroxypropranolol by human and rat liver cytosol. J Pharmacol Exp Ther 19:448-453
141. Walle T, Walle UK, Thornburg KR, Schey KL 1993 Stereoselective sulfation of albuterol in humans. Drug Metab Dispos 21:76-80
142. Homma H, Sasaki T, Matsui M 1991 Properties of androsterone-sulfating sulfotransferase in female rat liver. Chem Pharm Bull (Tokyo) 39:1499-1503
143. Homma H, Nakagome I, Kamakura M, Matsui M 1992 Immunochemical characterization of developmental changes in rat hepatic hydroxysteroid sulfotransferase. BiochimBiophys Acta 1121:69-74
144. Takahashi M, Homma H, Matsui M 1993 Developmental changes in the isoelectric variants of rat hepatic hydroxysteroid sulphotransferase. Biochem J 293:795-800
145. Homma H, Nakagome I, Kamakura M, Hirota M, Takahashi M, Matsui M 1994 Studies on rat hepatic hydroxysteroid sulfotransferase: immunochemistry, development and pI variants. Chem Biol Interact 92:15-24
146. Chatterjee B, Majumdar D, Ozbilen O, Murty R, Roy AK 1987 Molecular cloning and characterization of cDNA for androgen repressible rat liver protein, SMP-2. J Biol Chem 1987:822-825
147. Ogura K, Satsukawa M, Okuda H, Akira H, Watabe T 1994 Major hydroxysteroid sulfotransferase STa in rat liver cytosol may consist of two microheterogeneous subunits. Chem Biol Interact 92:129-144
148. Forbes KJ, Hagen M, Glatt H, Hume R, Coughtrie MWH 1995 Human fetal adrenal hydroxysteroid sulphotransferase: cDNA cloning, stable expression in V79 cells and functional characterisation of the expressed enzyme. Mol Cell Endocrinol 112:53-60
149. Watabe T, Ogura K, Satsukawa M, Okuda H, Hiratsuka A 1994 Molecular cloning and functions of rat liver hydroxysteroid sulfotransferases catalysing covalent binding of carcinogenic polycyclic arylmethanols to DNA. Chem Biol Interact 92:87-105
150. Song C-S, Kim JM, Roy AK, Chatterjee B 1990 Structure and regulation of the senescence marker protein 2 gene promoter. Biochemistry 29:542-551
151. Otterness DM, Her C, Aksoy S, Kimura S, Wieben ED, Weinshilboum RM 1995 Human dehydroepiandrosterone sulfotransferase gene: molecular cloning and structural characterization. DNA Cell Biol 14:331-341
152. Luu-The V, Dufort I, Paquet N, Reimnitz G, Labrie F 1995 Structural characterization and expression of the human dehydroepiandrosterone sulfotransferase gene. DNA Cell Biol 14:511-518
153. Otterness DM, Mohrenweiser HW, Weinshilboum RM 1995 Dehydroepiandrosterone sulfotransferase gene (STD): localization to human chromosome band 19q13.3. Cytogenet Cell Genet 70:45-47
154. Bostrom H, Wengle B 1967 Studies on ester sulphates 23. Distribution of phenol and steroid sulphokinase in adult human tissues. Acta Endocrinol (Copenh) 56:691-704
155. Laatikainen T, Laitinen EA, Vihko R 1969 Secretion of free and sulphate conjugated neutral steroids by the human testis. Effect of administration of human chorionic gonadotrophin. J Clin Endocrinol Metab 32:59-64
156. Baulieu EE, Fabre-Jung I, Huis in't Veld LG 1967 Dehydroepiandrosterone sulphate, a secretory product of the boar testis. Endocrinology 81:34-38
157. Payne AH 1980 Testicular steroid sulfotransferases: comparison to liver and adrenal steroid sulfotransferases of the mature rat. Endocrinology 106:1365-1370
158. Hobkirk R, Renaud R, Raeside JI 1989 Partial characterization of steroid sulfohydrolase and steroid sulfotransferase activities in purified porcine Leydig cells. J Steroid Biochem 32:387-392
159. Bouthillier M, Bleau G, Chapdelaine A, Roberts KD 1985 The purification of 3β-hydroxysteroid sulfotransferase of the hamster epididymis. J Steroid Biochem 22:733-738
160. Jaffe RB, Payne AH 1971 Gonadal steroid sulfates and sulfatase. IV. Comparative studies on steroid sulfokinase in the human fetal testis and adrenal. J Clin Endocrinol Metab 33:592-596
161. Laatikainen T, Laitinen EA, Vihko R 1969 Secretion of neutral steroid sulfates by the human testis. J Clin Endocrinol Metab 29 29:219-224
162. Barker EV, Hume R, Hallas A, Coughtrie MWH 1994 Dehydroepiandrosterone sulfotransferease in the developing human fetus: quantitative biochemical and immunological characterization of the hepatic, renal, and adrenal enzymes. Endocrinology 134:982-989
163. Kennerson AR, McDonald DA, Adams JB 1983 Dehydroepiandrosterone sulfotransferase localization in human adrenal glands: a light and electron microscropic study. J Clin Endocrinol Metab 56:786-790
164. Sasano H, Sato F, Shizawa S, Nagura H, Coughtrie MWH 1995 Immunolocalization of dehydroepiandrosterone sulfotransferase in normal and pathologic human adrenal gland. Mod Pathol 8:891-896
165. Jones T, Griffiths K 1968 Ultramicrochemical studies on the site of formation of dehydroepiandrosterone sulphate in the adrenal cortex of the guinea pig. J Endocrinol 42:559-565
166. Knapstein P, David A, Wu C-H, Archer DF, Flickinger GL, Touchstone JC 1968 Metabolism of free and sulfoconjugated DHEA in brain tissue in vivo and in vitro. Steroids 11:885-896
167. Corpechot C, Synguelakis M, Talha S, Axelson M, Sjovall J, Vihko R, Baulieu EE, Robel P 1983 Pregnenolone and its sulfate ester in the rat brain. Brain Res 270:119-125
168. Baulieu EE, Robel P 1990 Neurosteroids: a new brain function? J Steroid Biochem Mol Biol 37:395-403
169. Jones AL, Hagen M, Coughtrie MWH, Roberts RC, Glatt H 1995 Human platelet phenolsulfotransferases: cDNA cloning, stable expression in V79 cells and identification of a novel allelic variant of the phenol-sulfating form. Biochem Biophys Res Commun 208: 855-862
170. Hwang S-R, Kohn AB, Hook VYH 1995 Molecular cloning of an isoform of phenol sulfotransferase from human brain hippocampus. Biochem Biophys Res Commun 207:701-707
171. Dooley TP, Probst P, Monroe PB, Mole SE, Liu Z, Doggett NA 1994 Genetic organization and DNA sequence of the human catecholamine-sulfating phenol sulfotransferase gene (STM). Biochem Biophys Res Commun 205:1325-1332
172. Bernier F, Leblanc G, Labrie F, Luu-The V 1994 Structure of human estrogen and aryl sulfotransferase gene: two mRNA species issued from a single gene. J Biol Chem 269:28200-28205
173. Aksoy IA, Weinshilboum RM 1995 Human thermolabile phenol sulfotransferase gene (STM): molecular cloning and structural characterization. Biochem Biophys Res Commun 208:785-795
174. Khan AS, Taylor BR, Chung K, Etheridge J, Gonzales R, Ringer DP 1993 Genomic structure of rat liver aryl sulfotransferase IV-encoding gene. Gene 137:321-326
175. Pack BA, Brooks SC 1974 Cyclic activity of estrogen sulfotransferase in the gilt uterus. Endocrinology 95:1680-1690
176. Buirchell BJ, Hähnel R 1975 Metabolism of estradiol-17βin human endometrium during the menstrual cycle. J Steroid Biochem 6:1489-1494
177. Pack BA, Tovar R, Booth E, Brooks SC 1979 The cyclic relationship of estrogen sulfurylation to the nuclear receptor level in human endometrial curettings. J Clin Endocrinol Metab 48:420-424
178. Hobkirk R, Cardy CA, Saidi F, Kennedy TG, Girard LR 1983 Development and characteristics of an oestrogen sulphotransferase in placenta and uterus of the pregnant mouse. Biochem J 216:451-457
179. Bartlett NR, Hobkirk R 1991 Estrogen sulfotransferase and 17β-hydroxysteroid dehydrogenase activities in guinea pig chorion through gestation. J Steroid Biochem Mol Biol 38:241-247
180. Brooks SC, Rozhin J, Pack BA, Horn L, Godefroi VC, Locke ER, Zemlicka J, Singh DV 1978 Role of sulfate conjugation in estrogen metabolism and activity. J Toxicol Environ Health 4:283-300
181. Meyers SA, Lozon MM, Corombos JD, Saunders DE, Hunter K, Christensen C, Brooks SC 1983 Induction of porcine uterine estrogen sulfotransferase activity by progesterone. Biol Reprod 28: 1119-1128
182. Clarke CL, Adams JB, Wren BG 1982 Induction of estrogen sulfotransferase
183. Tseng L, Liu HC 1981 Stimulation of arylsulfotransferase activity by progestins in human endometrium in vitro. J Clin Endocrinol Metab 53:418-421
184. Adams JB, Vrahimis R, Phillips N 1992 Regulation of estrogen sulfotransferase by estrogen in MCF-7 human mammary cancer cells. Breast Cancer Res Treat 22:157-161
185. Borthwick EB, Voice MW, Burchell A, Coughtrie MWH 1995 Effects of hypophysectomy and thyroxine on the expression of hepatic oestrogen, hydroxysteroid and phenol sulfotransferases. Biochem Pharmacol 49:1381-1386
186. Gill AM, Leiter EH, Powell JG, Chapman HD, Yen TT 1994 Dexamethasone-induced hyperglycemia in obese Avy/a (viable yellow) female mice entails preferential induction of a hepatic estrogen sulfotransferase. Diabetes 43:999-1004
187. Schauss SJ, Henry T, Palmatier R, Halvorson L, Dannenbring R, Beckmann JD 1995 Characterization of bovine tracheobronchial phenol sulphotransferase cDNA and detection of mRNA regulation by cortisol. J Cell Physiol 160:603-610
188. Sharp S, Barker EV, Coughtrie MWH, Hume R, Lowenstein PR 1993 Immunochemical characterisation of a dehydroepiandrosterone sulfotransferase in rats and humans. Eur J Biochem 211: 539-548
189. Labrie Y, Couet J, Simard J, Labrie F 1994 Multihormonal regulation of dehydroepiandrosterone sulfotransferase messenger ribonucleic acid levels in adult rat liver. Endocrinology 134:1693-1699
190. Singer S, Giera D, Johnson J, Sylvester S 1976 Enzymatic sulfation of steroids: I. The enzymatic basis for the sex difference in cortisol sulfation by rat liver preparations. Endocrinology 98:963-994
191. Singer S, Sylvester S 1976 Enzymatic sulfation of steroids. II. The control of the hepatic cortisol sulfotransferase activity and of the individual hepatic steroid sulfotransferases of rats by gonads and gonadal hormones. Endocrinology 99:1346-1352
192. Singer S 1978 Enzymatic sulfation of steroids. IV. Control of the hepatic glucocorticoid sulfotransferase activity and the individual glucocorticoid sulfotransferases from male and female rats by adrenal glands and corticosteroids. Endocrinology 103:66-73
193. Yamazoe Y, Gong D, Murayama N, Abu-Zeid M, Kato R 1989 Regulation of hepatic cortisol sulfotransferase in rats by pituitary growth hormone. Mol Pharmacol 35:707-712
194. McAllister JM, Hornsby PJ 1988 Dual regulation of 3β-hydroxysteroid dehydrogenase, 17α-hydroxylase, and dehydroepiandrosterone sulfotransferase by adenosine 3′,5′-monophosphate and activators of protein kinase C in cultured human adrenocortical cells. Endocrinology 122:2012-2018
195. Nieschlag E, Loriaux DL, Ruder HJ, Zucker IR, Kirschner MA, Lipsett MB 1973 The secretion of dehydroepiandrosterone and dehydroepiandrosterone sulphate in man. J Endocrinol 57:123-134
196. Nishikawa T, Strott CA 1983 Unconjugated and sulfoconjugated steroids in plasma and zones of the adrenal cortex of the guinea pig. Steroids 41:105-119
197. Puche RC, Nes WR 1962 Binding of dehydroepiandrosterone sulfate to serum albumin. Endocrinology 70:857-863
198. Wang DY, Bulbrook RD 1967 The metabolic clearance rates of dehydroepiandrosterone, testosterone and their sulphate esters in man, rat and rabbit. J Endocrinol 38:307-318
199. Wang DY, Bulbrook RD, Coombs MM 1967 Metabolic clearance rates of pregnenolone, 17-acetoxypregnenolone and their sulphate esters in man and in rabbit. J Endocrinol 39:395-403
200. Pion RJ, Conrad SH, Wolf BJ 1966 Pregnenolone sulfate: an efficient precursor for the placental production of progesterone. J Clin Endocrinol Metab 26:225-226
201. Haning Jr JR, Chabot M, Flood CA, Hackett R, Longcope C 1989 Metabolic clearance rate (MCR) of dehydroepiandrosterone sulfate (DS), its metabolism to androstenedione, testosterone and dihydrotestosterone, and the effect of increased plasma DS concentration on DS MCR in normal women. J Clin Endocrinol Metab 69: 1047-1052
202. 5-steroid sulfates. In: Bernstein S, Solomon S (eds) Chemical and Biological Aspects of Steroid Conjugation. Springer-Verlag, New York, pp 219-290
203. Korte K, Hemsell PG, Mason JI 1982 Sterol sulfate metabolism in the adrenals of the human fetus, anencephalic newborn, and adult. J Clin Endocrinol Metab 55:671-675
204. Henry FJ, Bassett JR 1985 Corticosterone storage within the adrenal cortex: evidence for a sulphate conjugate. J Endocrinol 104: 381-386
205. Strott CA, Lyons CD 1978 Studies of cholesterol binding in the soluble fraction of the adrenal cortex of the guinea pig. J Steroid Biochem 9:721-730
206. Strott CA, Lyons CD 1978 Pregnenolone sulfate binding in the guinea pig adrenal cortex: comparison with pregnenolone binding. Biochemistry 17:4557-4563
207. Yamada J, Sugiyama H, Sakuma M, Suga T 1994 Specific binding of dehydroepiandrosterone sulfate to rat liver cytosol: a possible association with peroxisomal enzyme induction. Biochim Biophys Acta 1224:139-146
208. Hayashi T, Kornel L 1990 Cortisol-21-sulfate (FS) is a specific ligand for intracellular transcortin: demonstration of three types of high affinity corticosteroid binders in bovine aortic cytosol by a combined use of FS and RU28362. Endocrinology 126:307-316
209. Tsai M-J, O'Malley BW 1994 Molecular mechanisms of action of steroid/thyroid receptor superfamily members. Annu Rev Biochem 63:451-486
210. Hähnel R, Twaddle E, Ratajczak T 1973 The specificity of the estrogen receptor of human uterus. J Steroid Biochem 4:21-31
211. Saunders DE, Lozon MM, Corombos JD, Brooks SC 1989 Role of porcine endometrial estrogen sulfotransferase in progesterone mediated downregulation of estrogen receptor. J Steroid Biochem 32:749-757
212. Adams JB, Phillips NS, Hall R 1988 Metabolic fate of estradiol in human mammary cancer cells in culture: estrogen sulfate formation and cooperativity exhibited by estrogen sulfotransferase. Mol Cell Endocrinol 58:231-242
213. Pasqualini JR, Schatz B, Varin C, Nguyen B-L 1992 Recent data on estrogen sulfatases and sulfotransferases activities in human breast cancer. J Steroid Biochem Mol Biol 41:323-329
214. Hirst JJ, West NB, Brenner RM, Novy MJ 1992 Steroid hormone receptors in the adrenal glands of fetal and adult rhesus monkeys. J Clin Endocrinol Metab 75:308-314
215. Colby HD, Kitay JL 1974 Interaction of estradiol and ACTH in the regulation of adrenal corticosterone production in the rat. Steroids 24:527-536
216. Albrecht ED, Pepe FJ 1987 Effect of estrogen on dehydroepiandrosterone production by baboon fetal adrenal cells in vitro. Am J Obstet Gynecol 156:1275-1278
217. Wehling M 1994 Nongenomic actions of steroid hormones. Trends Endocrinol Metab 5:347-353
218. Brann DW, Hendry LB, Mahesh VB 1995 Emerging diversities in the mechanism of action of steroid hormones. J Steroid Biochem Mol Biol 52:113-133
219. Mason M, Gullekson EH 1960 Estrogen-enzyme interactions: inhibition and protection of kynenine transaminase by the sulfate esters of diethylstilbestrol, estradiol, and estrone. J Biol Chem 235: 1312-1316
220. Wu HLC, Mason M 1964 Pyridoxamine-oxaloacetic transaminase of rat kidney. J Biol Chem 239:1492-1497
221. Ohl VS, Litwack G 1977 Selective inhibition of glutathione S-transferases by 17β-estradiol disulfate. Arch Biochem Biophys 180: 186-190
222. Alkhalaf M, Chaminadas G, Propper AY, Adessi GL 1989 Ultrastructural changes induced by oestradiol-17β, progesterone and oestrone-3-sulphate in guinea pig endometrial glandular cells grown in primary culture. J Endocrinol 122:429-444
223. Brooks SC, Leithauser G, DeLoecher WC, DeWever F 1969 In vitro stimulation of protein synthesis in uterine microsomal supernatant by estrone sulfate. Endocrinology 84:901-907
224. Chaminadas G, Alkhalaf M, Remy-Martin JP, Propper AY, Adessi GL 1989 Specific effect of oestrone sulphate on protein synthesis and secretion by cultured epithelial cells from guinea-pig endometrium. J Endocrinol 123:233-241
225. 2 activity by steroid-sulphate derived from the foeto-placental unit. Acta Endocrinol (Copenh) 107:420-424
226. Paul SM, Purdy RH 1992 Neuroactive steroids. FASEB J 6:2311-2322
227. Burck PJ, Zimmerman RE 1980 The inhibition of acrosin by sterol sulphates. J Reprod Fertil 58:121-125
228. Bouthillier M, Bleau G, Chapdelaine A, Roberts KD 1984 Distribution of steroid sulfotransferase in the male hamster reproductive tract. Biol Reprod 31:936-941
229. Parker KL, Schimmer BP 1994 The role of nuclear receptors in steroid hormone production. Semin Cancer Biol 5:317-325